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喜树碱引入二硫键的反应求助

作者 松丸酱
来源: 小木虫 350 7 举报帖子
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      请问有大佬做过喜树碱CPT与三光气、2-羟乙基二硫化物在DMAP催化下生成CPT-ss-OH的反应嘛?下面是我参考的文献部分,反应过程我注意了严格绝水,但是反应的转化率还是很低,比文献提到的产率为80%低很多,哪位大佬能给我一些合成方面的建议和改进方法嘛?
     
               CPT (350 mg, 1 mmol) and triphosgene (110 mg, 0.34 mmol) were dispersed in anhydrous DCM (50 mL), to which, 4-dimetheylaminopyridine (DMAP) (390 mg, 3.2 mmol) was added. The mixture was stirred at room temperature for 3 h. 2-Hydroxyethyl disulfide (HEDS) (0.77 g, 5 mmol) in THF (10 mL) was added. The solution was stirred at room temperature. The reaction process was monitored by TLC and stopped after the starting material was completely consumed. The reaction solution was diluted with DCM (200 mL), and washed with HCl (pH 1, 3 × 50 mL) and then with water (3 × 50 mL). The organic phase was dried with Na2SO4. After the solvent was removed under vacuum, CPT-SS-OH was purified by silica gel column chromatography (DCM/MeOH = 50:1 v/v) to give a slight yellow solid (438 mg, yiel  80%).

喜树碱引入二硫键的反应求助
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  • 精华评论
  • dzxns

    请问你这个搞定了么?我现在做的一个仲胺,跟三光气反应也是很杂。有啥经验么

  • 木瓜2459

    楼主做出来了么?求助

  • 严谨科学人呀

    楼主做出来了吗,求助求助。做这个反应的咱们建个QQ群吧851543614

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